Process for preparing .gamma.-mercaptocarboxylic acid derivative

Details Process for preparing .gamma.-mercaptocarboxylic acid derivative Process for preparing .gamma.-mercaptocarboxylic acid derivative

1994-08-30

1996-07-09

Dees, Jose G.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

560147, 562426, 562506, 562606, C07C32100

Patent

active

055346510

ABSTRACT:
.gamma.-Mercaptocarboxylic acids and their derivatives, in particular esters and amides, are prepared from .gamma.-butyrolactones via the corresponding thiolactones. The thiolactones are obtained by reaction of a .gamma.-lactone with thiocarboxylates in polar solvents and are converted by ring opening using nucleophilic reagents, such as, alkali metal alkoxides, into the .gamma.-mercaptocarboxylic acid derivatives. These are intermediates, for example, for the synthesis of leucotriene antagonists.

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Ming-De Wang et al., "Regiospecific Carbonylation and Ring Expansion of Thietanes and Oxetanes Catalyzed by Cobalt and/or Ruthenium Carbonyls", J. Org. Chem., vol. 54, (1989), pp. 20-21.
Adams, Richard D. et al., "Ring Opening and Carbonylation of 3,3-Dimethylthietane Ligands in Ruthenium Carbonyl Cluster Complexes", Organometallics, vol. 11, (1992), pp. 3422-3426.
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Stevens et al., Journal of Organic Chemistry, vol. 29, "The Kinetics of Basic Hydrolysis of some .gamma.-lactones and .gamma.-thiolactones in aqueous acetone", 1954, pp. 1996-2003.

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